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Cayman Islands

$148+ Cheap flights from Maryland to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — GCM
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
1 adult, Economy
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Cheap flight deals from Maryland to Cayman Islands

Keep the following information in mind while searching for Maryland to Cayman Islands flight deals. Data was last updated April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$390
(American Airlines)

One-way from

$158
(Trip.com)

Popular in

December

Cheapest in

May

Average price

$696

Good one-way deal

$241 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-George Town Owen Roberts Intl flights.
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From Maryland to Cayman Islands
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One-way flight from Maryland to Cayman Islands
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Highest demand for flights based on searches. 5% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a one-way flight from Maryland to Cayman Islands.
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Find flight deals from Maryland to Cayman Islands

Cheapest flights from Maryland to Cayman Islands
Explore the most affordable flight options available from Maryland to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 3, 2025.

This American Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/125:07 amBWI - GCM
1 stop6h 58mAmerican Airlines
Wed 9/1712:45 pmGCM - BWI
1 stop10h 29mAmerican Airlines
Deal found 4/2$381
This Air Canada deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/14:50 pmPHL - GCM
1 stop20h 05mAir Canada
Thu 6/512:50 pmGCM - PHL
2 stops24h 43mAir Canada
Deal found 4/2$428
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/186:00 amBWI - GCM
1 stop6h 31mDelta
Thu 9/2512:53 pmGCM - BWI
1 stop10h 19mDelta
Deal found 4/2$432
This Mytrip deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/54:25 pmPHL - GCM
1 stop22h 05mMultiple Airlines
Mon 5/57:00 amGCM - PHL
1 stop16h 26mMultiple Airlines
Deal found 4/2$454
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/175:42 pmBWI - GCM
1 stop18h 58mMultiple Airlines
Mon 4/287:00 amGCM - BWI
1 stop24h 20mMultiple Airlines
Deal found 4/1$473
This American Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/195:30 amDCA - GCM
1 stop6h 35mAmerican Airlines
Wed 9/2412:45 pmGCM - DCA
2 stops9h 55mAmerican Airlines
Deal found 4/2$485
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/35:08 amIAD - GCM
1 stop6h 57mAmerican Airlines
Sun 9/712:45 pmGCM - IAD
1 stop8h 07mAmerican Airlines
Deal found 4/1$486
This United Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/186:00 amIAD - GCM
1 stop7h 30mUnited Airlines
Sat 5/244:09 pmGCM - IAD
Nonstop3h 23mUnited Airlines
Deal found 4/1$498
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/186:00 amDCA - GCM
1 stop6h 31mDelta
Thu 9/2512:53 pmGCM - DCA
1 stop6h 21mDelta
Deal found 4/2$500
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/197:00 amIAD - GCM
1 stop5h 31mDelta
Thu 9/2512:53 pmGCM - IAD
1 stop7h 20mDelta
Deal found 4/2$500
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/16:00 amDCA - GCM
1 stop7h 30mUnited Airlines
Tue 5/61:35 pmGCM - DCA
1 stop7h 40mUnited Airlines
Deal found 3/31$508
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/138:55 pmDCA - GCM
2 stops15h 55mSouthwest
Tue 5/2012:45 pmGCM - DCA
1 stop9h 10mSouthwest
Deal found 4/1$525

Cheapflights Fare Finder

Customize your flight search to find flights from Maryland to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 3, 2025.
Use the filters below to find and compare flights from Maryland to the Cayman Islands that are best for you.

Fly from

Maryland

Fly to

Cayman Islands

Route

Depart

Return

Price

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Fri 9/12

5:07 am-11:05 am

1 stop6h 58m

George Town Owen Roberts Intl

Wed 9/17

12:45 pm-12:14 am

1 stop10h 29m

$381

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sun 6/1

4:50 pm-11:55 am

1 stop20h 05m

George Town Owen Roberts Intl

Thu 6/5

12:50 pm-2:33 pm

2 stops24h 43m

$428

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Thu 9/18

6:00 am-11:31 am

1 stop6h 31m

George Town Owen Roberts Intl

Thu 9/25

12:53 pm-12:12 am

1 stop10h 19m

$432

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sun 6/8

5:36 pm-11:40 am

1 stop19h 04m

George Town Owen Roberts Intl

Wed 6/11

11:30 am-12:50 am

1 stop12h 20m

$473

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Thu 4/17

5:42 pm-11:40 am

1 stop18h 58m

George Town Owen Roberts Intl

Mon 4/28

7:00 am-8:20 am

1 stop24h 20m

$473

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Fri 9/19

5:30 am-11:05 am

1 stop6h 35m

George Town Owen Roberts Intl

Wed 9/24

12:45 pm-11:40 pm

2 stops9h 55m

$485

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Wed 9/3

5:08 am-11:05 am

1 stop6h 57m

George Town Owen Roberts Intl

Sun 9/7

12:45 pm-9:52 pm

1 stop8h 07m

$486

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sun 5/18

6:00 am-12:30 pm

1 stop7h 30m

George Town Owen Roberts Intl

Sat 5/24

4:09 pm-8:32 pm

Nonstop3h 23m

$498

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Thu 9/18

6:00 am-11:31 am

1 stop6h 31m

George Town Owen Roberts Intl

Thu 9/25

12:53 pm-8:14 pm

1 stop6h 21m

$500

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Fri 9/19

7:00 am-11:31 am

1 stop5h 31m

George Town Owen Roberts Intl

Thu 9/25

12:53 pm-9:13 pm

1 stop7h 20m

$500

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 46 results
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Best time to book a flight from Maryland to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Maryland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Maryland to the Cayman Islands

What is the cheapest month to book a flight from Maryland to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $467). Flying from Maryland to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MD to KY?

Find hourly flight availability from Maryland to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 3, 2025.

When flying from Maryland to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated April 3, 2025.
Read reviews from past customers who have flown Southwest, Delta and United Airlines from Maryland to Cayman Islands. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,274 reviews

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,274 reviews
Southwest
8.0
Very good
4,274 reviews

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,897 reviews
Southwest
8.0
Very good
4,274 reviews

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,616 reviews
Southwest
8.0
Very good
4,274 reviews

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,274 reviews

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,274 reviews

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Maryland to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Maryland to Cayman Islands one-way?

    $160 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on United Airlines and Southwest, with prices starting from $197 and $197, respectively.

  • Can I find deals for flights from Maryland to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Maryland to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Maryland to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Maryland to Cayman Islands.

  • Can I find deals for business class flights from Maryland to Cayman Islands?

    Yes. Cheapflights offers flight deals from Maryland to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Maryland to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $467). Flying from Maryland to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Maryland to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Maryland to Cayman Islands

Discover the top 4 airlines that operate flights from Maryland to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$455Average$578FlexibilityNo cancel feeOn-time71%
DeltaCheapest$456Average$562FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$493Average$538FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$537Average$755FlexibilityNo cancel feeOn-time63%

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